In volume 58 of The New England Historical and Genealogical Register (1904), it is written that Charles Caldwell

Charles Caldwell and his brother John Caldwell came from Beith, in Scotland, to New England about the year 1718. It is said that they deserted from the army in the early part of the rebellion of 1715. They were aristocratic in their manners, and unaccustomed to the industrious habits of the early settlers of New England. John was married before he came to this country, but Charles was unmarried. Soon after their arrival, they bought a house, a shop or store, land, etc. They were traders. John remained in Hartford, but Charles removed to Guilford. . . [Charles] married, Nov. 3, 1724, Anna, daughter of Rev. Thomas Ruggles. She died May 19, 1760; and he died Feb. 12, 1765.

The William Redfield House, at 96 Broad Street in Guilford, has been much altered over the years. William Redfield sold it three years after it was built. For a time the house was the residence of Rev. Daniel Brewer, who was dismissed as pastor of the Fourth Congregational Church in 1775 but chose to live in this house, then located next door to the church, until he left Guilford in 1779. Nelson Hotchkiss, a New Haven builder and contractor, bought the house in 1872. He moved it back from the street and it was probably Hotchkiss who also converted it to a two-chimney, center-hall house and added a Second Empire front porch. In 1974, the house became a furniture showroom, but has recently been restored.

His father, Israel Halleck, who followed the calling of a tailor, was an emigrant from Dutchess County, New York. He died at Guilford in 1830, at the age of eighty-four; and is remembered in the village as a man fond of books, a great reader, of extraordinary memory, full of wit and anecdote, and of most courteous manners. The poet’s mother, Mary, daughter of Nathaniel Eliot, of Guilford, a lady of irreproachable worth, was a descendant of the Rev. John Eliot, the venerable “Apostle of the Indians.” She was married in her thirtieth year, and died in 1819, at the age of fifty-seven.

The Hiram Middlebrook House is an Italianate Villa-style home at 11 Fair Street in Guilford. Built c. 1849, it was originally a double home–the central windows on the first and second floors are false ones marking where the house was divided. Since the 1960s, the house has been divided into three apartments. Hiram Middlebrook (1808-1887) moved south after the death of his wife, Clara E. Hand (1813-1884). He is buried in Columbus, Georgia.